Accessories worn with kind of shirt — striking on first sight (9)
I believe the answer is:
trappings
'accessories worn' is the definition.
'kind of shirt striking on first sight' is the wordplay.
'kind of shirt' becomes 't' (T-shirt).
'striking' becomes 'rapping' (rapping is a kind of striking**).
'on' is a charade indicator (letters next to each other).
'first' indicates taking the first letters.
The initial letter of 'sight' is 's'.
't'+'rapping'+'s'='TRAPPINGS'
'with' is the link.
(Other definitions for trappings that I've seen before include "Regalia of office" , "signs of success" , "Clobber" , "Symbolic accessories of office" , "Bells and whistles" .)